CA2788554A1 - Diastereo-isomeres optiquement purs de 10-propargyl-10-deazaaminopterine, et leurs procedes d'utilisation - Google Patents

Diastereo-isomeres optiquement purs de 10-propargyl-10-deazaaminopterine, et leurs procedes d'utilisation Download PDF

Info

Publication number
CA2788554A1
CA2788554A1 CA2788554A CA2788554A CA2788554A1 CA 2788554 A1 CA2788554 A1 CA 2788554A1 CA 2788554 A CA2788554 A CA 2788554A CA 2788554 A CA2788554 A CA 2788554A CA 2788554 A1 CA2788554 A1 CA 2788554A1
Authority
CA
Canada
Prior art keywords
substantially pure
pdx
cancer
diaminopteridin
ynyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA2788554A
Other languages
English (en)
Other versions
CA2788554C (fr
Inventor
Gijsbertus J. Pronk
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Allos Therapeutics Inc
Original Assignee
Allos Therapeutics Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Allos Therapeutics Inc filed Critical Allos Therapeutics Inc
Publication of CA2788554A1 publication Critical patent/CA2788554A1/fr
Application granted granted Critical
Publication of CA2788554C publication Critical patent/CA2788554C/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D475/00—Heterocyclic compounds containing pteridine ring systems
    • C07D475/06—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4
    • C07D475/08—Heterocyclic compounds containing pteridine ring systems with a nitrogen atom directly attached in position 4 with a nitrogen atom directly attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Rheumatology (AREA)
  • Hematology (AREA)
  • Pain & Pain Management (AREA)
  • Oncology (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
CA2788554A 2010-02-02 2010-03-04 Diastereo-isomeres optiquement purs de 10-propargyl-10-deazaaminopterine, et leurs procedes d'utilisation Active CA2788554C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US30061510P 2010-02-02 2010-02-02
US61/300,615 2010-02-02
PCT/US2010/026262 WO2011096947A1 (fr) 2010-02-02 2010-03-04 Diastéréo-isomères optiquement purs de 10-propargyl-10-deazaaminoptérine, et leurs procédés d'utilisation

Publications (2)

Publication Number Publication Date
CA2788554A1 true CA2788554A1 (fr) 2011-08-11
CA2788554C CA2788554C (fr) 2017-07-25

Family

ID=44342190

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2788554A Active CA2788554C (fr) 2010-02-02 2010-03-04 Diastereo-isomeres optiquement purs de 10-propargyl-10-deazaaminopterine, et leurs procedes d'utilisation

Country Status (10)

Country Link
US (3) US20110190305A1 (fr)
EP (1) EP2531193B1 (fr)
JP (2) JP2013518879A (fr)
KR (1) KR101743426B1 (fr)
CN (2) CN102753175A (fr)
AU (1) AU2010345065B2 (fr)
CA (1) CA2788554C (fr)
DK (1) DK2531193T3 (fr)
ES (1) ES2596953T3 (fr)
WO (1) WO2011096947A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9901578B2 (en) 2007-08-17 2018-02-27 Allos Therapeutics, Inc. Combination of 10-propargyl-10-deazaaminopterin and erlotinib for the treatment of non-small cell lung cancer
US20110190305A1 (en) 2010-02-02 2011-08-04 Allos Therapeutics, Inc. Optically Pure Diastereomers of 10-Propargyl-10-Deazaaminopterin and Methods of Using Same
EP2794610B1 (fr) * 2011-12-21 2016-03-09 Plus Chemicals SA Procédés et intermédiaires de préparation du pralatrexate
WO2013164856A1 (fr) 2012-05-04 2013-11-07 Avra Laboratories Private Limited Procédé pour la préparation d'intermédiaires de synthèse de 10-propargyl-10-déazaaminoptérine (pralatrexate) et ses intermédiaires
WO2014016740A2 (fr) * 2012-07-23 2014-01-30 Fresenius Kabi Oncology Ltd. Procédé perfectionné pour la préparation de pralatrexate
CN103739604B (zh) * 2012-11-12 2016-01-13 国药一心制药有限公司 一种适合工业放大生产普拉曲沙的制备方法
CN103274943B (zh) * 2013-05-24 2015-01-21 苏州明锐医药科技有限公司 4-[1-(2-丙炔基)-3,4-二氧代正丁基]苯甲酸酯及其制备方法
CN103588775B (zh) * 2013-11-12 2016-08-17 连云港恒运医药科技有限公司 普拉曲沙降解杂质及其制备方法
CN108069971B (zh) * 2016-11-18 2021-02-12 鲁南制药集团股份有限公司 一种普拉曲沙中间体的精制方法
WO2023113967A1 (fr) * 2021-12-13 2023-06-22 Joseph Degraw Processus de préparation d'homotéréphtalate de diméthyle alpha-propargyle
CN115078613A (zh) * 2022-05-26 2022-09-20 河北冀衡药业股份有限公司 一种叶酸及其杂质d-叶酸的hplc检测方法

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4393064A (en) * 1976-03-05 1983-07-12 Sri International Process and composition for treatment of leukemia and process for preparing the same
US4562533A (en) * 1981-12-03 1985-12-31 Ncr Corporation Data communications system to system adapter
US4652533A (en) 1983-04-28 1987-03-24 Pandex Laboratories, Inc. Method of solid phase immunoassay incorporating a luminescent label
US4843155A (en) * 1987-11-19 1989-06-27 Piotr Chomczynski Product and process for isolating RNA
US5286726A (en) * 1990-04-12 1994-02-15 The Regents Of The University Of Michigan Difluoroglutamic acid conjugates with folates and anti-folates for the treatment of neoplastic diseases
US5066828A (en) * 1990-04-12 1991-11-19 Merrell Dow Pharmaceuticals Inc. Difluoroglutamic acid conjugates with folates and anti-folates for the treatment of neoplastic diseases
DE69133095T2 (de) * 1990-11-20 2003-03-27 Dade Behring Marburg Gmbh Cyclosporin-Immunoassay
US5354751A (en) * 1992-03-03 1994-10-11 Sri International Heteroaroyl 10-deazaamino-pterine compounds and use for rheumatoid arthritis
US5374726A (en) * 1992-03-03 1994-12-20 Degraw; Joseph I. Process for preparing 10-deazaaminopterins and 5,10-and 8,10-dideazaaminopterins from pteroic dicarboxylic acid diesters
US6100411A (en) * 1994-10-28 2000-08-08 The Research Foundation Of State University Of New York Taxoid anti-tumor agents and pharmaceutical compositions thereof
US5981592A (en) 1995-03-13 1999-11-09 Loma Linda University Medical Center Method and composition for treating cystic fibrosis
WO1998002163A1 (fr) 1996-07-17 1998-01-22 Sloan-Kettering Institute For Cancer Research Compositions purifiees de 10-propargyl-10-deazaaminopterine et leur methodes d'utilisation pour le traitement de tumeurs
US6323205B1 (en) * 1996-07-17 2001-11-27 Sloan-Kettering Institute For Cancer Research Combinations of 10-propargyl-10-deazaaminopterin and taxols and methods of using same in the treatment of tumors
US6374726B1 (en) * 1996-12-16 2002-04-23 Espire Incorporated Lid for beverage container with removable inner cover
US20070015146A1 (en) 2001-05-22 2007-01-18 Gene Logic, Inc. Molecular nephrotoxicology modeling
GB0128510D0 (en) 2001-11-28 2002-01-23 Novartis Ag Organic compounds
US7351542B2 (en) * 2002-05-20 2008-04-01 The Regents Of The University Of California Methods of modulating tubulin deacetylase activity
AU2004219595A1 (en) * 2003-03-11 2004-09-23 Qlt Usa Inc. Formulations for cell- schedule dependent anticancer agents
US20050148029A1 (en) 2003-09-29 2005-07-07 Biosite, Inc. Methods and compositions for determining treatment regimens in systemic inflammatory response syndromes
NZ576849A (en) 2004-05-30 2011-03-31 Sloan Kettering Inst Cancer Treatment of T-cell lymphoma using 10-propargyl-10-deazaaminopterin salts
US20080108091A1 (en) 2006-08-07 2008-05-08 Hennessy Bryan T Proteomic Patterns of Cancer Prognostic and Predictive Signatures
JP5366940B2 (ja) * 2008-05-08 2013-12-11 日本化薬株式会社 葉酸若しくは葉酸誘導体の高分子結合体
US20110190305A1 (en) 2010-02-02 2011-08-04 Allos Therapeutics, Inc. Optically Pure Diastereomers of 10-Propargyl-10-Deazaaminopterin and Methods of Using Same
JP5897558B2 (ja) 2010-06-02 2016-03-30 アロス セラピューティクス，インコーポレイテッド １０−プロパルギル−１０−デアザアミノプテリンによりメトトレキサート抵抗性疾患を治療するための方法
BR112013002787A2 (pt) 2010-08-10 2016-06-07 Allos Therapeutics Inc métodos para estender a sobrevida livre de progressão utilizado 10-propargil-10-deazaaminopterina

Also Published As

Publication number Publication date
JP2016006111A (ja) 2016-01-14
US20110190305A1 (en) 2011-08-04
WO2011096947A1 (fr) 2011-08-11
JP2013518879A (ja) 2013-05-23
AU2010345065A1 (en) 2012-08-16
CN106892923A (zh) 2017-06-27
US20140364437A1 (en) 2014-12-11
AU2010345065B2 (en) 2014-06-05
EP2531193A1 (fr) 2012-12-12
DK2531193T3 (en) 2016-11-07
US20130197004A1 (en) 2013-08-01
KR20120139721A (ko) 2012-12-27
US8835433B2 (en) 2014-09-16
ES2596953T3 (es) 2017-01-13
CN102753175A (zh) 2012-10-24
KR101743426B1 (ko) 2017-06-15
US9187481B2 (en) 2015-11-17
EP2531193B1 (fr) 2016-07-20
CA2788554C (fr) 2017-07-25
EP2531193A4 (fr) 2013-07-10

Similar Documents

Publication Publication Date Title
AU2010345065B2 (en) Optically pure diastereomers of 10-propargyl-10-deazaaminopterin and methods of using same
US11752154B2 (en) Pharmaceutical compositions comprising sepiapterin and uses thereof
AU2011261384B2 (en) Methods for treating methotrexate-resistant disorders with 10-propargyl-10-deazaaminopterin
CA2565968C (fr) Traitement du lymphome t utilisant 10-propargyl-10-deazaaminopterine
CA3022519A1 (fr) Traitement des troubles de la chute des cheveux par des inhibiteurs de jak deuteres
AU2011289638B2 (en) Methods for extending progression-free survival using 10-propargyl-10-deazaaminopterin

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20140131